Ammonia → alpha,alpha-Bis(p-fluorophenyl)imidazole-2-methanol

HRID 261932Notes

Reaction equation

HRID 261932 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)([C:10]2[N:11](S(C3C=CC(C)=CC=3)(=O)=O)[CH:12]=[CH:13][N:14]=2)[OH:9])=[CH:4][CH:3]=1.Cl.N>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)([C:10]2[NH:14][CH:13]=[CH:12][N:11]=2)[OH:9])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 12433917alpha,alpha-Bis(p-fluorophenyl)-1-(toluene-p-sulphonyl)imidazole-2-methanol

Product 1

HCID 12433865alpha,alpha-Bis(p-fluorophenyl)imidazole-2-methanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10 g. (0.0227 mol) of α,α-bis(p-fluorophenyl)-1-(toluene-p-sulphonyl)imidazole-2-methanol, 34 ml. of 2 N hydrochloric acid solution (0.0681 mol) and 225 ml. of water was boiled under reflux for 5 hours. After cooling, the mixture was made alkaline by addition of ammonia. The base obtained was crystallised from isopropyl alcohol; its melting point was 198°-200° C.

Workup

  1. additionA mixture of 10 g
  2. temperatureunder reflux for 5 hours
  3. temperatureAfter cooling
  4. customThe base obtained
  5. customwas crystallised from isopropyl alcohol

Sources & evidence

ORD record
ord-153184a93b154a239bd59302d58b85d5
Source dataset
uspto-grants-1979_05
Patent number
US04152441

Reaction notes

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